Plan the Perfect Winter Day with the Best Things to Do in Stouffville

When winter arrives, Stouffville transforms into a town full of festive charm and cozy community spirit. From sparkling markets and music festivals to peaceful nature walks and skating under the stars, there’s something for everyone to enjoy. Whether you love exploring the outdoors or warming up indoors with local art and culture, these are the best things to do in Stouffville this winter.

Winter Events & Festivals

Wintersong Music Festival

Stouffville’s annual Wintersong Festival fills Main Street with music every January. Featuring dozens of local and regional artists across multiple venues, it’s a highlight of the season for live-music lovers.

• Location: Various venues along Main St, Stouffville
• Month: January
• Website: https://wintersong.ca 

Stouffville Holiday Market

This festive outdoor market lights up downtown with local artisans, food vendors, and twinkling decorations. It’s a cheerful event that officially kicks off the holiday season each November.

• Location: 6240 Main St, Whitchurch-Stouffville
• Month: November
• Website: https://www.townofws.ca/play/events/holiday-market 

12 Days of Cheer

A month-long series of small winter events, from crafts to family skates, celebrating the joy of the season. Perfect for getting into the holiday spirit with friends and neighbours.

• Location: Various locations in Stouffville
• Month: November – December
• Website: https://www.townofws.ca/play/events/12-days-of-cheer 

Stouffville Santa Claus Parade

A cherished annual tradition that fills Main Street with holiday spirit. The parade features colourful floats, marching bands, local organizations, and of course, Santa himself waving to excited families along the route.

• Location: Main Street, from Ninth Line to Park Drive
• Month: December
• Website: https://www.townofws.ca/play/events/santa-claus-parade 

Outdoor Adventures

Bruce’s Mill Conservation Area

Explore snow-covered trails, forest paths, and wildlife at this large conservation area. It’s a peaceful escape for hiking or photography in winter.

• Location: 3291 Stouffville Rd, Whitchurch-Stouffville

Treetop Trekking Stouffville

Located within Bruce’s Mill, this adventure park offers a unique winter experience with zipline and aerial activities (weather permitting).

• Location: 3291 Stouffville Rd, Whitchurch-Stouffville
• Website: https://treetoptrekking.com/parks/stouffville 

Eldred King Woodlands

This forested conservation area offers snow-covered trails ideal for hiking, snowshoeing, and winter nature walks.

• Location: 16232 ON-48, Whitchurch-Stouffville

Whitchurch Conservation Area

Enjoy peaceful walks around frozen ponds and wooded trails. It’s perfect for winter photography and quiet reflection.

• Location: 3329 Aurora Rd, Whitchurch-Stouffville

Indoor Fun & Culture

Latcham Art Centre

Warm up indoors and explore rotating exhibitions by local and regional artists. The gallery also offers workshops and creative programs through the winter.

• Location: 2 Park Dr, Whitchurch-Stouffville
• Time:
  • Monday: 10:00 am – 5:00 pm
  • Tuesday – Thursday: 10:00 am – 8:00 pm
  • Friday – Saturday: 10:00 am – 5:00 pm
• Website: https://www.latchamartcentre.ca 

Whitchurch-Stouffville Public Library

A welcoming community space with books, crafts, and family programming. Perfect for a cozy day indoors.

• Location: 2 Park Dr, Whitchurch-Stouffville
• Time:
  • Monday – Thursday: 10:00 am – 8:30 pm
  • Friday: 10:00 am – 6:00 pm
  • Saturday: 10:00 am – 5:00 pm
  • Sunday: 12:00 am – 5:00 pm
• Website: https://wsplibrary.ca 

Nineteen on the Park 

This historic venue hosts theatre shows, concerts, and community events throughout the year. A great option for an evening indoors.

• Location: 19 Civic Ave, Whitchurch-Stouffville
• Website: https://www.townofws.ca/play/theatre 

Whitchurch-Stouffville Leisure Centre

Stay active indoors with public swimming, skating, and recreation programs — perfect for families during the colder months.

• Location: 2 Park Dr, Whitchurch-Stouffville
• Time:
  • Monday – Thursday: 6:00 am – 10:00 pm
  • Friday: 6:00 am – 9:00 pm
  • Saturday – Sunday: 7:30 am – 8:00 pm
• Website: https://www.townofws.ca/play/facilities/community-centres/leisure-centre 

Ice Skating in Stouffville

Memorial Park Outdoor Rink

A community favourite every winter, this outdoor rink hosts public skating and seasonal events like the town’s New Year’s Eve Levee.

• Location: 2 Park Dr, Stouffville

Stouffville Arena

The main indoor arena in town, home to skating lessons, public sessions, and hockey programs. It’s ideal for all ages and skill levels.

• Location: 1C2, 12483 Ninth Line, Whitchurch-Stouffville
• Website: https://www.townofws.ca/play/facilities/arenas/stouffville-arena 

Ballantrae Community Centre Rink

A smaller neighbourhood rink popular with families. Offers drop-in skating and a relaxed atmosphere.

• Location: 5592 Aurora Rd, Whitchurch-Stouffville

Leisure Centre Indoor Rink

Part of the Whitchurch-Stouffville Leisure Centre, this indoor rink provides reliable public skating times when outdoor ice conditions aren’t ideal.

• Location: 2 Park Dr, Whitchurch-Stouffville
• Time:
  • Monday – Thursday: 6:00 am – 10:00 pm
  • Friday: 6:00 am – 9:00 pm
  • Saturday – Sunday: 7:30 am – 8:00 pm
• Website: https://www.townofws.ca/play/facilities/community-centres/leisure-centre 

More…

• https://www.townofws.ca/play/events
• https://tourism.discoverstouffville.ca
• https://www.yorkregion.com/ontario-communities/stouffville/things-to-do